1. Academic Validation
  2. A flexible and unified strategy for syntheses of cladospolides A, B, C, and iso-cladospolide B

A flexible and unified strategy for syntheses of cladospolides A, B, C, and iso-cladospolide B

  • Org Biomol Chem. 2011 Oct 21;9(20):6988-97. doi: 10.1039/c1ob05787a.
Debjani Si 1 Narayana M Sekar Krishna P Kaliappan
Affiliations

Affiliation

  • 1 Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Abstract

A simple, efficient and flexible strategy for the syntheses of cladospolides A-C and iso-cladospolide B is reported here. This strategy involves Julia-Kocienski olefination and Yamaguchi macrolactonization as key steps, starting from either d-ribose or suitable tartaric acid esters. Although our initial efforts towards cladospolide A involving a ring closing metathetic approach were not successful, changing the mode of ring closure and the use of Julia-Kocienski olefination for the construction of the key intermediate solved this issue and paved the way for the completion of total syntheses of this class of Natural Products.

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